Vacations Close To Chisholm Trail Winery

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Chisholm Trail Winery Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
La Quinta Inn & Suites by Wyndham San Antonio Medical Ctr NW

La Quinta Inn & Suites by Wyndham San Antonio Medical Ctr NW

3 out of 5
Medical Center District
Price was $624, price is now $518 per person
$518
per person
Oct 25 - Oct 29
found 8 hours ago
Roundtrip non-stop flight included
Orange County (SNA) to San Antonio (SAT)
Great area and the staff were very friendly.

Reviewed on Sep 16, 2026

Hotel Contessa

Hotel Contessa

4 out of 5
Downtown San Antonio
Price was $1,037, price is now $861 per person
$861
per person
Oct 25 - Oct 29
found 8 hours ago
Roundtrip non-stop flight included
Orange County (SNA) to San Antonio (SAT)
M

Reviewed on Sep 16, 2026

Hotel Valencia Riverwalk

Hotel Valencia Riverwalk

4.5 out of 5
Downtown San Antonio
Price was $844, price is now $705 per person
$705
per person
Oct 25 - Oct 29
found 8 hours ago
Roundtrip non-stop flight included
Orange County (SNA) to San Antonio (SAT)

Crockett Hotel

Crockett Hotel

3 out of 5
Downtown San Antonio
Price was $688, price is now $575 per person
$575
per person
Oct 25 - Oct 29
found 8 hours ago
Roundtrip non-stop flight included
Orange County (SNA) to San Antonio (SAT)
Clean rooms reasonable rates

Reviewed on Sep 15, 2026

Hyatt Vacation Club at Wild Oak Ranch, San Antonio

Hyatt Vacation Club at Wild Oak Ranch, San Antonio

3.5 out of 5
Far West Side
Price was $701, price is now $592 per person
$592
per person
Oct 25 - Oct 29
found 8 hours ago
Roundtrip non-stop flight included
Orange County (SNA) to San Antonio (SAT)

Home2 Suites by Hilton San Antonio Riverwalk, TX

Home2 Suites by Hilton San Antonio Riverwalk, TX

3 out of 5
Downtown San Antonio
Price was $835, price is now $750 per person
$750
per person
Oct 25 - Oct 29
found 8 hours ago
Roundtrip non-stop flight included
Orange County (SNA) to San Antonio (SAT)

Wyndham Garden San Antonio Airport

Wyndham Garden San Antonio Airport

3 out of 5
Uptown
Price was $606, price is now $548 per person
$548
per person
Oct 25 - Oct 29
found 8 hours ago
Roundtrip non-stop flight included
Orange County (SNA) to San Antonio (SAT)
Staff was great I'd stay again.

Reviewed on Sep 16, 2026

Sonesta ES Suites San Antonio Downtown Alamo Plaza

Sonesta ES Suites San Antonio Downtown Alamo Plaza

3 out of 5
Downtown San Antonio
Price was $721, price is now $652 per person
$652
per person
Oct 25 - Oct 29
found 8 hours ago
Roundtrip non-stop flight included
Orange County (SNA) to San Antonio (SAT)
Great staycation for a nail show loved the kitchen

Reviewed on Sep 15, 2026

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Best Lodging Options Near Chisholm Trail Winery

City on a Hill at Spring Creek

City on a Hill at Spring Creek

3 out of 5
2918 Usener Rd. Fredericksburg TX
0.66 km from Chisholm Trail Winery
Stay at this cabin in Fredericksburg. Enjoy free WiFi, free parking, and private hot tubs. Popular attractions Chisholm Trail Winery and Hye Meadow Winery are ...
Best Fredericksburg Bed & Breakfast

Best Fredericksburg Bed & Breakfast

4 out of 5
57 avery ridge rd Fredericksburg TX
5.72 km from Chisholm Trail Winery
Stay at this guesthouse in Fredericksburg. Enjoy free WiFi, free parking, and a rooftop terrace. Popular attractions Hye Meadow Winery and Chisholm Trail Winery ...
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.